From Tortola · BVI
British Virgin Islands Dream
Turquoise waters of the Caribbean Sea. Tortola, Jost Van Dyke, Virgin Gorda and Anegada are the major islands of this storied archipelago.
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2027 shared sailing holidays are now on sale
Shared sailing holidays in Greece and Thailand
Island hopping by yacht for first-timers and keen sailors alike: book a cabin, join a small crew and let an experienced skipper show you the ropes (or rather, the sheets).
When it comes to island hopping in paradise destinations like Greece and Thailand, nothing beats the freedom and beauty of exploring by yacht. But what if you’ve never set sail before? Don’t be discouraged.
Many people miss out on Greek island cruising, or on finding hidden coves in Thailand, simply because yacht travel feels intimidating. First things first: those aren’t actually ropes on a yacht, they’re called sheets! (We know, it’s a bit odd.)
That is exactly why we created AHOY Adventures: shared sailing holidays where you book a cabin, join a small crew and learn as you go.
All our shared sailing holidays follow the same simple idea: a small, friendly crew, a professional skipper and a different island almost every day.
Sail to a new island every day
With an experienced skipper to look after you
Meet other like-minded people
Become part of the crew
Enjoy the culture and beauty of Greece and ThailandAhoy is the most common greeting from one sailor or yacht to the next. However, we have given it another meaning: Apprentice Hands-On Yachting.
Our AHOY Adventures are designed for newcomers to island hopping by yacht who want to get hands-on, under the watchful eye of a professional skipper.

AHOY Adventures take place on a four-cabin yacht or catamaran. Because you book by the cabin, you can come on your own, as a couple or with friends.
Naturally, the skipper is in control of the day-to-day sailing, navigating and mooring, but we invite our guests to be part of the crew. You’ll be amazed how much you can learn in a week of mucking in, from hoisting and lowering the sails to taking a turn at the helm. Guests also take turns in the galley, preparing breakfast and lunch. It’s all part of your apprenticeship.

We sail every day from island to island, normally mooring up in the mid to late afternoon after a swim stop in a secluded bay. After stowing things away, we go ashore with plenty of time to explore the local town and pick a waterfront taverna for drinks and dinner.
Towards the end of the week, the crew can also choose to spend a night at anchor in a stunning bay, where we prepare dinner on board and eat on deck under the stars. In Thailand, the sailing conditions are different, so most nights are spent on a mooring or at anchor, with the dinghy taking us ashore to explore deserted beaches and lively towns.
AHOY Adventures run in three areas. Choose a destination to see the yachts, routes, dates and prices.
AHOY Ionian, GreeceSail from Lefkas through green islands, turquoise bays and Venetian towns, from Sunday to Sunday.
AHOY Cyclades, GreeceIsland hop through the Aegean from Mykonos, on yachts with en suite cabins.
AHOY ThailandTen nights in Phang Nga Bay from Phuket, from January to April.


We’d like to say up front that AHOY Adventures are not ‘booze’ or party cruises, although we do enjoy a drink or two at the end of the day when safely in port. Essentially, an AHOY Adventure is for people who have always liked the idea of letting the wind take them somewhere new every day, whether or not they have sailed before.
We attract a complete mix of ages. Sometimes 8 friends come as a group and fill the yacht, while other times it might be couples, solo travellers or friends, who will be firm shipmates by the time they handle the lines and moor up for the farewell dinner.



If an AHOY Adventure sounds like the island hopping sailing trip for you, choose a destination for the yachts, prices and other details.
Adventures in the Cyclades Adventures in the Ionian Adventures in Thailand

Our promise
We will not be beaten on price.
Because we are an independent company, we keep our prices highly competitive: if you see a like-for-like product cheaper elsewhere, let us know and we will beat it.
Specifically, the guarantee applies to yacht and accommodation rates on our Beach Club, Flotilla, Learn to Sail and Cabin Charter programmes operated by Seafarer, and is subject to availability at the time of booking.
Fancy something more exotic? Our catamaran cabin charters take shared sailing holidays to destinations further from home.

From Tortola · BVI
Turquoise waters of the Caribbean Sea. Tortola, Jost Van Dyke, Virgin Gorda and Anegada are the major islands of this storied archipelago.
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From Phuket · Thailand
Ideal way to explore and discover this amazing area of natural beauty in idyllic sailing conditions.
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From Raiatea · French Polynesia
A lifetime adventure. Bora Bora and many other surrounding Polynesian islands must be on your short list.
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From Le Marin · Martinique
The tropical paradise sailing cruise of Martinique and the Windward Islands.
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From Mahé · Seychelles
Your chance to explore the Seychelles on board the largest and most comfortable sailing craft in the Indian Ocean.
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To book one of our shared sailing holidays or check availability, get in touch with our experienced team. They will then help you choose the right destination, cabin and dates.
Call or email us
Request a quote
Tell us your dates and party size, and we’ll then come back to you with availability and prices.
Peace of mind
Every payment you make to us is financially protected, from deposit to balance. Holidays with flights are covered by our ATOL licence, and holidays without flights by our ABTOT membership. Trading since 1995.

All flight-inclusive holidays are fully ATOL protected

Additional protection for bookings without flights
Read what our guests say in independent reviews, collected by Feefo.